NP-MRD: Showing NP-Card for Prugosene A2 (NP0332362)

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Record Information

Version

2.0

Created at

2024-01-13 12:00:43 UTC

Updated at

2024-09-03 04:18:57 UTC

NP-MRD ID

NP0332362

Natural Product DOI

https://doi.org/10.57994/1579

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Prugosene A2

Description

Based on a literature review very few articles have been published on Prugosene A2-compound 2 in CD3OD.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01092412002D          

 34 36  0  0  1  0            999 V2000
    0.2076    0.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    0.1293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2076   -0.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2177   -1.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -1.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111   -2.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992   -1.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0045   -2.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -2.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3979   -2.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1860   -2.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3689   -1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7913   -2.9895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6085   -3.7940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2138   -4.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0310   -5.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0019   -4.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6072   -4.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1848   -3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5795   -2.7456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1186   -2.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3632   -1.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -0.2832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2239   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -0.6957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6158   -1.4112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -0.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340    0.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239    0.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  6  0  0  0
 14 15  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 21 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  6  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  0  0  0  0
 27 28  1  1  0  0  0
 29 27  1  0  0  0  0
 29 30  1  1  0  0  0
 29  2  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  2  0  0  0  0
 26 34  2  0  0  0  0
M  END


  Mrv2104 01092412002D          

 34 36  0  0  1  0            999 V2000
    0.2076    0.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    0.1293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2076   -0.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2177   -1.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -1.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111   -2.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992   -1.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0045   -2.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -2.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3979   -2.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1860   -2.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3689   -1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7913   -2.9895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6085   -3.7940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2138   -4.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0310   -5.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0019   -4.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6072   -4.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1848   -3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5795   -2.7456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1186   -2.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3632   -1.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -0.2832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2239   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -0.6957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6158   -1.4112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -0.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340    0.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239    0.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  6  0  0  0
 14 15  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 21 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  6  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  0  0  0  0
 27 28  1  1  0  0  0
 29 27  1  0  0  0  0
 29 30  1  1  0  0  0
 29  2  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  2  0  0  0  0
 26 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332362

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12OC(=O)C(C)(C(=O)[C@@H]1C)[C@]2(C)\C=C\C=C\C=C\C=C\C=C(/C)[C@@H]1O[C@@H](C)C(C)=C[C@@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C28H36O5/c1-18(23-27(6,31)17-19(2)21(4)32-23)15-13-11-9-8-10-12-14-16-26(5)24-20(3)22(29)28(26,7)25(30)33-24/h8-17,20-21,23-24,31H,1-7H3/b9-8+,12-10+,13-11+,16-14+,18-15+/t20-,21-,23-,24+,26+,27+,28?/m0/s1

> <INCHI_KEY>
CVXQCMWFBBVLLA-OUBPRBRFSA-N

> <FORMULA>
C28H36O5

> <MOLECULAR_WEIGHT>
452.591

> <EXACT_MASS>
452.256274259

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
52.99813023271554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6R,7S)-7-[(1E,3E,5E,7E,9E)-10-[(2S,3R,6S)-3-hydroxy-3,5,6-trimethyl-3,6-dihydro-2H-pyran-2-yl]undeca-1,3,5,7,9-pentaen-1-yl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione

> <JCHEM_LOGP>
5.021369599333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.520231370652095

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.584826081004191

> <JCHEM_PKA_STRONGEST_BASIC>
-3.41779685174493

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
135.62880000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6R,7S)-7-[(1E,3E,5E,7E,9E)-10-[(2S,3R,6S)-3-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl]undeca-1,3,5,7,9-pentaen-1-yl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JAN-24         0                                  
HETATM    1  C   UNK     0       0.388   1.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.864   0.241   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.388  -0.691   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.724  -2.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.406  -3.216   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.877  -2.761   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.007  -3.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.479  -3.352   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.608  -4.398   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.080  -3.943   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.209  -4.989   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.681  -4.534   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.022  -3.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.810  -5.580   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -10.469  -7.082   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0     -11.599  -8.129   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -11.258  -9.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -13.070  -7.673   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -14.200  -8.720   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -13.412  -6.172   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -12.282  -5.125   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -13.288  -3.959   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -11.878  -3.639   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.249   1.781   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.249   3.321   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.916   1.011   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.916  -0.529   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.418  -1.299   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.249  -1.299   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       3.016  -2.634   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0       3.583  -0.529   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.583   1.011   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.917   1.781   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.418   1.781   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24   29                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   14   22   23                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    2   25   26   32                                             
CONECT   25   24                                                            
CONECT   26   24   27   34                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30    2   31                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   24   33                                                  
CONECT   33   32                                                            
CONECT   34   26                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₆O₅

Average Mass

452.5910 Da

Monoisotopic Mass

452.25627 Da

IUPAC Name

(1R,6R,7S)-7-[(1E,3E,5E,7E,9E)-10-[(2S,3R,6S)-3-hydroxy-3,5,6-trimethyl-3,6-dihydro-2H-pyran-2-yl]undeca-1,3,5,7,9-pentaen-1-yl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione

Traditional Name

(1R,6R,7S)-7-[(1E,3E,5E,7E,9E)-10-[(2S,3R,6S)-3-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl]undeca-1,3,5,7,9-pentaen-1-yl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12OC(=O)C(C)(C(=O)[C@@H]1C)[C@]2(C)\C=C\C=C\C=C\C=C\C=C(/C)[C@@H]1O[C@@H](C)C(C)=C[C@@]1(C)O

InChI Identifier

InChI=1S/C28H36O5/c1-18(23-27(6,31)17-19(2)21(4)32-23)15-13-11-9-8-10-12-14-16-26(5)24-20(3)22(29)28(26,7)25(30)33-24/h8-17,20-21,23-24,31H,1-7H3/b9-8+,12-10+,13-11+,16-14+,18-15+/t20-,21-,23-,24+,26+,27+,28?/m0/s1

InChI Key

CVXQCMWFBBVLLA-OUBPRBRFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	838071903@qq.com	jinan university	FuLong Lin	2024-01-13	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	838071903@qq.com	jinan university	FuLong Lin	2024-01-13	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	838071903@qq.com	jinan university	FuLong Lin	2024-01-13	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	838071903@qq.com	jinan university	FuLong Lin	2024-01-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	838071903@qq.com	jinan university	FuLong Lin	2024-01-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	838071903@qq.com	jinan university	FuLong Lin	2024-01-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	838071903@qq.com	jinan university	FuLong Lin	2024-01-13	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.02	ChemAxon
pKa (Strongest Acidic)	13.58	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	135.63 m³·mol⁻¹	ChemAxon
Polarizability	53 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Prugosene A2 (NP0332362)

MOL for NP0332362 (Prugosene A2)

3D MOL for NP0332362 (Prugosene A2)

3D SDF for NP0332362 (Prugosene A2)

3D-SDF for NP0332362 (Prugosene A2)

PDB for NP0332362 (Prugosene A2)

3D PDB for NP0332362 (Prugosene A2)

SMILES for NP0332362 (Prugosene A2)

INCHI for NP0332362 (Prugosene A2)

Structure for NP0332362 (Prugosene A2)

3D Structure for NP0332362 (Prugosene A2)